This Bridgeport studio apartment enjoys a central location, offering easy access to local amenities and major transport links. The self-contained unit, sleeping up to two guests, features a fully equipped kitchen, high-speed Wi-Fi, and private parking.
Fairfield, CT
01/07 – 31/07
A$3597/nighttotal: A$107910 (30 )
6-bedroom House With Fitness Room And Pool In Westport
7 1
apartment , Westport
This spacious 604 square metre residence in Westport offers 7 bedrooms and 8 bathrooms, accommodating up to 14 guests with a private swimming pool, outdoor pavilion with a fireplace, and an on-site fitness room. Conveniently located near the Country Club of Fairfield and Gateway Shopping Centre, this property provides easy access to golf courses, shopping, and entertainment at the Pitt Centre and Total Mortgage Arena, with pets and families welcome.
10 106 reviews
Fairfield, CT
06/09 – 20/09
A$336/nighttotal: A$4704 (14 )
Spacious Cottage Loft
1 2
apartment , Bridgeport
The Spacious Cottage Loft is located in Black Rock, a charming seaside neighbourhood in Bridgeport, Connecticut, set on the grounds of a historic Victorian house dating back to the 1840s. The cottage has received excellent ratings for location, cleanliness, and user experience, making it a popular choice for travellers. The cottage has one bedroom and one bathroom, comfortably accommodating two guests. It offers a range of amenities including a fully equipped kitchen, two smart TVs, a dedicated workspace, a private patio, and access to a swimming pool during the warmer months.
Fairfield, CT
01/07 – 31/07
A$280/nighttotal: A$8400 (30 )
Cozy 2-bedroom Apartment In Bridgeport With Wifi, Ac Heat, Washer Dryer, Parking
2 2
apartment , Bridgeport
This Bridgeport apartment is conveniently located near the Downtown Cabaret Theatre and Barnum Museum, offering easy access to other Bridgeport attractions. The two-bedroom flat sleeps four guests comfortably in two queen beds and includes in-unit laundry, Wi-Fi, and parking; nearby attractions include the Adventure Park at Discovery Museum and Beardsley Zoo.
9.6 19 reviews
Fairfield, CT
06/09 – 20/09
A$166/nighttotal: A$2324 (14 )
1 Bedroom - Bridgeport Apartment
1 2
apartment , Bridgeport
This apartment is situated above a Tabernacle Church in Bridgeport, offering a unique cultural experience, especially on Sundays at 11 am and Wednesdays at 5 pm. The church's location is likely central, making it easy to explore the city. The apartment offers a queen-size bed and a pull-out couch, comfortably sleeping up to three guests. It includes a kitchen with a fridge, freezer, and microwave oven, plus parking and internet access.
9.4 22 reviews
Fairfield, CT
01/07 – 08/09
A$1976/nighttotal: A$136344 (69 )
One Of A Kind Executive Stay In Easton, Ct.
1 2
apartment , Easton
This Lower Easton Colonial/Contemporary home is situated in a peaceful, secluded area on 3 acres, just a short drive (around 3 km) from the bustling centre of Easton. The property has excellent user, location and cleanliness ratings. This spacious residence offers five bedrooms and four bathrooms, comfortably accommodating up to 10 guests. Enjoy a range of amenities including a swimming pool, garden, parking, a fully equipped kitchen, air conditioning and a basement entertainment area with a theatre room, game room and bar.
9.6 14 reviews
Fairfield, CT
27/06 – 04/07
A$416/nighttotal: A$2912 (7 )
Modern Renovated 2bdr Apt In Prime Blackrock
1 2
apartment , Bridgeport
This Bridgeport flat is located in the peaceful Black Rock neighbourhood, offering convenient access to beaches, museums, and lighthouses, though precise distances are unspecified. The two-bedroom, one-bathroom apartment sleeps six, features a fridge and microwave, air conditioning, internet access, and allows pets; further details regarding its size and specific proximity to local attractions are unavailable.
9.9 68 reviews
Fairfield, CT
23/10 – 25/10
A$964/nighttotal: A$1928 (2 )
Cozy, Updated Single Family In Fairfield County
1 7
apartment , Trumbull
This Trumbull apartment, a short 1.6km drive from Sacred Heart University and the Merritt Parkway, offers easy access to parks, beaches, shopping, and restaurants in Fairfield County. Sleeping seven guests, this three-bedroom, one-bathroom property features a newly renovated kitchen, spacious backyard with patio and fire pit, family room/office, and covered patio with outdoor dining; private parking is also available.
10 1 review
Fairfield, CT
01/07 – 08/09
A$2443/nighttotal: A$168567 (69 )
Large Family Home W/ Pool, Hot Tub, Sauna & Gym
4 2
apartment , Weston
This spacious house is located in Weston, just over 100km from Manhattan, offering easy access to the town centre and its amenities. It has received excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay. The property has four bedrooms and five bathrooms, comfortably accommodating up to four guests. The house features a range of amenities, including a swimming pool, jacuzzi, sauna, fitness centre, and a fully equipped kitchen, perfect for both relaxation and entertainment.
Fairfield, CT
06/09 – 20/09
A$362/nighttotal: A$5068 (14 )
Modern 2 Bedroom In Black Rock
1 2
apartment , Bridgeport
This modern two-bedroom flat is located in Bridgeport's Black Rock neighbourhood, approximately 16 kilometres from Silver Sands State Park and 34 kilometres from Yale University. The 900 square metre property offers a private entrance, in-unit laundry, free Wi-Fi, and sleeps four guests, with a fully equipped kitchen and air conditioning.
10 12 reviews
Fairfield, CT
06/09 – 20/09
A$431/nighttotal: A$6034 (14 )
Enchanting Guest Cottage
1 2
house , Fairfield
This Fairfield cottage, situated in a historic district, is less than 1.6 kilometres from a chocolatier, Bonda restaurant, and the Corner Market. The 2-bedroom bungalow, sleeping 3, boasts a fully equipped kitchen with a Keurig coffee maker, private parking, and an outdoor seating area overlooking a babbling brook; nearby activities include wildlife viewing.
9.9 37 reviews
Fairfield, CT
06/08 – 09/08
A$366/nighttotal: A$1098 (3 )
Zen, Spacious & Comfy, Lux Beds
1 5
apartment , Bridgeport
This basement flat is situated in a peaceful neighbourhood just 2 kilometres from Bridgeport's two main hospitals, Sacred Heart and Bridgeport Hospital, making it easy to access the city centre. It has received excellent ratings for cleanliness, location, and user experience. The two-bedroom flat comfortably accommodates up to four guests and comes equipped with a well-stocked kitchen, a washing machine and dryer, a large yard with a swing, and high-speed internet. Enjoy the peace and quiet of this comfortable flat with its memory foam beds and entertainment system.
Best family friendly Fairfield, CT holiday rentals
Among the 245 accommodations in Fairfield, CT, here are the 4 best family friendly rentals
9.9 95 reviews
Fairfield, CT
01/07 – 31/07
A$422/nighttotal: A$12660 (30 )
Polita’s Place #1
1 2
apartment , Bridgeport
This three-bedroom flat is conveniently located in the centre of Bridgeport, within walking distance of the Beardsley Zoo and a short drive from the Downtown Bridgeport area and the Bridgeport Art Center. It has received excellent ratings for location, cleanliness and user experience. The flat is spacious and has a modern and coastal decor. It comes with a fully equipped kitchen, air conditioning, a garden, parking and internet access, making it perfect for a comfortable and enjoyable stay.
10 55 reviews
Fairfield, CT
06/09 – 20/09
A$671/nighttotal: A$9394 (14 )
Scandinavian Designer 2 Bed Cabin In The Woods
1 2
cabin , Easton
This designer lodge is situated in the woods, just a short drive from Westport and a 20-minute journey to beaches, shops and supermarkets in Easton. The property has received excellent ratings for cleanliness, location and overall user experience. The two-bedroom lodge can accommodate up to four guests and features a modern interior with a fully equipped kitchen, a wood-burning fireplace and a large outdoor deck. Enjoy the panoramic views of the surrounding woodland, relax in the hammock by the fire pit or take advantage of the on-site generator for peace of mind.
9.9 364 reviews
Fairfield, CT
25/09 – 28/09
A$457/nighttotal: A$1371 (3 )
Studio Flat Above Historic Cider Mill
1 3
studio , Westport
This Westport apartment is conveniently located within a 3-mile radius of Southport Beach, Burying Hill Beach, and the Country Club of Fairfield, making it ideal for exploring the area. It has received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay. The apartment offers a spacious 79 square metre layout with one bedroom and one bathroom, comfortably accommodating up to four guests. It is fully equipped with a kitchen, laundry facilities, air conditioning, a jacuzzi, and parking, as well as free Wi-Fi, a Smart TV, and a coffee/tea maker for a relaxing and convenient stay.
10 18 reviews
Fairfield, CT
22/10 – 26/10
A$2156/nighttotal: A$8624 (4 )
Fairfield Favorite
1 2
apartment , Fairfield
This Fairfield property is situated on a hill overlooking Brooklawn Country Club, offering a peaceful escape from the city bustle just 1.5 km from the centre of Fairfield. The accommodation is set in a quiet and tranquil setting, ideal for a relaxing getaway. The house is a spacious four-bedroom property, comfortably accommodating up to eight guests. It boasts a modern kitchen, a swimming pool, a sauna, and a fitness centre, ensuring a comfortable and enjoyable stay.
Best Fairfield, CT holiday rentals with a pool
Among the 245 accommodations in Fairfield, CT, here are the 4 best rentals with a pool
10 2 reviews
Fairfield, CT
23/10 – 25/10
A$1547/nighttotal: A$3094 (2 )
Renovated Retreat With Heated Pool
4 7
apartment , Redding
This Redding, Connecticut apartment, situated in the peaceful Redding Centre, is 8km from restaurants such as The Redding Roadhouse, 16km from Ridgefield's shops, and 24km from Collis P. Huntington State Park. This five-bedroom, three-bathroom property sleeps nine guests and boasts a modern gourmet kitchen with Taj Mahal quartzite countertops, a heated saltwater pool, and a private garden; nearby activities include hiking trails and convenient access to restaurants and shopping.
10 1 review
Fairfield, CT
27/06 – 04/07
A$1820/nighttotal: A$12740 (7 )
The "Grant" Estate
1 2
apartment , Fairfield
This five-bedroom, four-bathroom colonial house in Fairfield, Connecticut, is situated near Westport, a 16km drive from Long Island Sound beaches and surrounded by forests offering hiking, fishing, and rock climbing opportunities. The 2-acre property boasts a heated outdoor pool, hot tub, chef's kitchen with a 4.5-metre marble island, basement gym with Peloton and Nintendo Switch, EV charging, and accommodates up to ten guests.
10 5 reviews
Fairfield, CT
22/10 – 26/10
A$8237/nighttotal: A$32948 (4 )
Paradise Awaits
5 Acre Estate - Sasco Hill
1 2
apartment , Fairfield
This luxury estate is situated on Sasco Hill in Fairfield, just a short walk from Sasco Beach and the Long Island Sound, offering a peaceful retreat with stunning views. The property has received excellent ratings for location, cleanliness, and user experience, making it a popular choice for travellers. The five-bedroom house comfortably sleeps up to ten guests, ideal for families or groups of friends. With an Olympic-sized swimming pool, twin cabanas, a spacious den, a martini lounge, and a dedicated children's suite, the estate provides a luxurious and comfortable stay with plenty of entertainment options.
8.9 9 reviews
Fairfield, CT
22/10 – 26/10
A$342/nighttotal: A$1368 (4 )
Quaint Private Two Bdrm With Balcony, Stream View!
2 2
apartment , Bridgeport
This two-bedroom flat in Bridgeport offers convenient access, being just a 4-minute drive from Sacred Heart University. This Airbnb provides high-speed WiFi, a fully equipped kitchen, and a private balcony, comfortably accommodating up to five guests with new Serta Sleeper mattresses.
Frequently asked questions about holiday rentals in Fairfield, CT
What are the must-see sights in Fairfield, Connecticut?
Fairfield boasts a lovely mix of historical sites and natural beauty. You definitely want to check out the Fairfield Museum and History Center to learn about the town's rich past. Lake Mohegan is gorgeous for a stroll or picnic, and the charming downtown area offers plenty of boutique shopping and places to grab a bite to eat. The historic Old Town Hall is also worth a visit.
What are the best Airbnb and holiday rentals in Fairfield, CT?
Are there any unique natural phenomena in Fairfield, Connecticut?
Fairfield doesn't have any dramatic, unique natural phenomena like geysers or massive caves. However, its location on Long Island Sound provides beautiful coastal scenery, and the diverse ecosystems within Lake Mohegan and the surrounding areas offer opportunities for birdwatching and nature walks. The beaches are also a key attraction.
What are the most popular Airbnbs in Fairfield, CT?
What essentials should you bring along to Fairfield, Connecticut?
Pack comfortable walking shoes, as you'll likely be doing a lot of exploring on foot. Depending on the time of year, bring layers of clothing as the weather can be unpredictable. Sunscreen and insect repellent are always good ideas, especially during the warmer months. Don't forget your swimwear if you plan on hitting the beach!
What are the best holiday rentals with a pool in Fairfield, CT?
What famous events or festivals are happening in Fairfield, Connecticut?
Fairfield hosts various local events throughout the year. Information on specific dates and events is best found closer to your travel dates by checking the town's official website or local event listings. There isn't one single, nationally renowned festival that defines Fairfield.
What are the best rentals for families and kids in Fairfield, CT?
Where can you find the best restaurants serving local dishes in Fairfield, Connecticut, and what are the must-try specialties?
Fairfield has a diverse culinary scene. For fresh seafood, try one of the restaurants along the coast. There are also many excellent Italian restaurants reflecting the area's heritage. Specific restaurant recommendations change frequently, so checking local reviews closer to your visit is recommended. There isn't one single 'must-try' Fairfield specialty, but the emphasis is on fresh, local ingredients.
What are the best rentals or Airbnbs with a jacuzzi in Fairfield, CT?
What are some less-famous attractions in Fairfield, Connecticut that are worth a visit?
The Pequotsepos Nature Center offers lovely nature trails and educational exhibits. Exploring the various smaller parks and beaches scattered throughout town can also be a rewarding experience. Many of Fairfield's residential areas have beautiful architecture and charming streets to wander.
What are the best activities for engaging with locals and understanding their culture in Fairfield, Connecticut?
Visiting local farmers' markets is a great way to interact with residents and sample local produce. Attending community events or local festivals (check local listings for schedules) can also provide opportunities to meet people. Simply striking up conversations with people in local shops or cafes is another way to experience the local culture.
What unique natural landscapes and terrain features can travellers explore in Fairfield, Connecticut?
Fairfield's landscape is characterised by its coastal location, with beaches and the Long Island Sound. Inland, you'll find rolling hills, wetlands, and several smaller lakes and ponds, including Lake Mohegan. The terrain is generally fairly flat, making it easy to explore on foot or by bicycle.
How many days are ideal for a visit to Fairfield, Connecticut, and what are some itinerary suggestions?
Two to three days is a good amount of time to explore Fairfield's main attractions. A possible itinerary could include: Day 1: Explore downtown, visit the Fairfield Museum and History Center, enjoy a meal by the water. Day 2: Spend time at Lake Mohegan, relax on the beach, and explore one of the smaller parks. Day 3: Visit the Pequotsepos Nature Center and perhaps take a scenic drive along the coast.
Nearby regions
Best Fairfield, CT holiday rentals with a balcony
8.8 10 reviews
Fairfield, CT
23/10 – 25/10
A$2130/nighttotal: A$4260 (2 )
Charming Colonial For Events! Perfect For Family Reunions And Group Getaways!
6 7
apartment , Bridgeport
This six-bedroom, four-bathroom house, situated in Bridgeport's Downtown South Historic District near Perry House, offers easy access to attractions such as Beardsley Zoo and the Bridgeport Bluefish Baseball Club (distances not specified). The 3,300 sq ft (approximately 307 sq m) property sleeps 8-12 guests and includes a modern master suite with a private terrace, a den, stainless steel appliances, off-street parking for six cars, and extensive outdoor space including a half-acre lawn.
10 4 reviews
Fairfield, CT
06/09 – 20/09
A$583/nighttotal: A$8162 (14 )
Quintessential Cozy Haven, Brooklawn Beauty
4 2
apartment , Bridgeport
This 4-bedroom flat in Bridgeport's Brooklawn - St. Vincent district offers easy access to Beardsley Zoo, Downtown Cabaret Theatre, Seaside Park, and Webster Bank Arena, providing a residential feel with convenient access to local landmarks. This spacious property accommodates up to 10 guests with amenities including a fireplace, dedicated workspace with Wi-Fi, a fully equipped kitchen with a Nespresso machine, air conditioning, and on-site parking, ideal for families or groups seeking a comfortable stay.
Fairfield, CT
06/08 – 09/08
A$1038/nighttotal: A$3114 (3 )
4 Mi To Beach & Dtwn! Charming Fairfield Home
4 5
house , Fairfield
This Fairfield property is located 6 kilometres from the beach and town centre, with Silver Sands State Park 16 kilometres away and the Yale Bowl 31 kilometres away. This residence offers 139 square metres of living space with four bedrooms and two bathrooms, accommodating up to 17 guests and featuring a fully equipped kitchen, air conditioning, a garden, and private parking.
8.0 1 review
Fairfield, CT
01/07 – 31/07
A$879/nighttotal: A$26370 (30 )
Beechmont-charming Colonial For Events And Getaways!
6 1
house , Bridgeport
This Bridgeport property, a colonial-style house, is located 13.7km from Silver Sands State Park and 19.3km from the Connecticut Post Mall, offering convenient access to local attractions. The 307 square metre dwelling boasts one bedroom, four bathrooms, and accommodates up to 23 guests, featuring a fully equipped kitchen, free Wi-Fi, private parking, and a terrace/garden.
Best Fairfield, CT holiday rentals with parking
Fairfield, CT
01/10 – 31/01
A$2900/nighttotal: A$353800 (122 )
Private 5 Acre Estate Near Nyc Pool Ev Charger 4br 5ba Sleeps 8 Plus 2 Kids
4 4
apartment , Redding
This architect-designed modern retreat is located on over 5 private acres in Redding, Connecticut, less than 145 kilometres from New York City, and close to attractions such as the Connecticut Golf Club and Blue Jay Orchards. This 372 square metre flat offers four bedrooms, four bathrooms, and accommodation for eight guests, featuring seamless indoor-outdoor living with retractable nano walls, a luxury chef’s kitchen equipped with Wolf, Gaggenau, and Viking appliances, resort-style amenities including a swimming pool and sundeck, an executive workstation with four monitors, and an EV charger with a two-car garage and additional courtyard parking.
9.4 20 reviews
Fairfield, CT
16/08 – 28/08
A$1136/nighttotal: A$13632 (12 )
Grand Fairfield Getaway- 5br Fam-friendly Near I95&shops - Spacious&gracious
5 2
apartment , Fairfield
This Fairfield house is conveniently located within 3km of Fairfield University, Bridgeport Downtown South Historic District, and Longfellow Park, offering easy access to local attractions. It has received excellent user ratings, suggesting a comfortable and enjoyable stay. The property can accommodate up to 12 guests in its 5 bedrooms and 2 bathrooms, making it ideal for families or groups of friends. Amenities include a fully equipped kitchen, a terrace or balcony, a garden, a tennis court, and parking.
9.4 39 reviews
Fairfield, CT
06/08 – 09/08
A$447/nighttotal: A$1341 (3 )
New & Stylish 2 King Bed Apartment W/ Grand Dining
1 5
apartment , Bridgeport
This Bridgeport apartment, conveniently located in a central area offering easy access to Beardsley Zoo, Seaside Park, and Captain's Cove Seaport, provides a comfortable base for exploring the city. The two-bedroom, one-bathroom flat sleeps five guests and boasts a fully equipped kitchen, high-speed Wi-Fi, smart TVs, a shared garden, parking, and wheelchair accessibility via a ramp; nearby restaurants and shops offer further convenience.
8.8 8 reviews
Fairfield, CT
23/10 – 25/10
A$874/nighttotal: A$1748 (2 )
3-bedroom 2-bath House In Norwalk With In-law Suite, Pool, Bbq
3 7
apartment , Norwalk
This apartment in Norwalk is located a mere 400 metres from Earthplace Museum and Lockwood Mathews Mansion Museum, with The SoNo Collection and Center Seven Shopping Centre also within easy reach. This 3-bedroom, 2-bathroom flat accommodates up to 8 guests and includes a microwave oven, dishwasher, air conditioning, and parking, with a swimming pool available on site.
